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Cantharidin

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Identification
Molecular formula
C10H12O4
CAS number
56-25-7
IUPAC name
(1R,5S,8S,13R,14R)-1-hydroxy-14-isopropenyl-13-methyl-4,7,10-trioxapentacyclo[6.4.1.19,12.03,5.05,13]tetradecane-6,11-dione
State
State

Cantharidin is a solid at room temperature. It is known for its stability as a solid and can be maintained in this state under standard conditions without decomposing.

Melting point (Celsius)
218.00
Melting point (Kelvin)
491.00
Boiling point (Celsius)
268.00
Boiling point (Kelvin)
541.00
General information
Molecular weight
196.21g/mol
Molar mass
196.2120g/mol
Density
1.4779g/cm3
Appearence

Cantharidin appears as colorless solid crystals. These crystals are often glossy and can be highly reflective under light. The compound is known to have a distinctive camphor-like odor.

Comment on solubility

Solubility of (1R,5S,8S,13R,14R)-1-hydroxy-14-isopropenyl-13-methyl-4,7,10-trioxapentacyclo[6.4.1.19,12.03,5.05,13]tetradecane-6,11-dione

The solubility of this compound presents a fascinating case study in molecular interactions and solvent compatibility. Given its complex structure and multiple functional groups, the solubility can vary significantly based on the solvent used. Here are some key points to consider:

  • Polar solvents: Compounds with hydroxyl groups often exhibit better solubility in polar solvents such as water and alcohols due to hydrogen bonding interactions.
  • Non-polar solvents: Conversely, non-polar solvents like hexane may struggle to dissolve this compound effectively because they lack the capacity for strong intermolecular attractions.
  • Temperature dependence: Temperature increases can enhance solubility for many organic compounds, potentially allowing this compound to dissolve more readily in both polar and non-polar solvents at elevated temperatures.
  • Concentration effects: The solubility of this compound may also change with concentration, indicating possible saturation levels that impact solubility dynamics.

In summary, predicting the solubility of (1R,5S,8S,13R,14R)-1-hydroxy-14-isopropenyl-13-methyl-4,7,10-trioxapentacyclo[6.4.1.19,12.03,5.05,13]tetradecane-6,11-dione requires a nuanced approach, taking into account molecular structure, solvent type, and environmental conditions. Understanding these factors can lead to more effective applications in chemical synthesis and formulation technologies.

Interesting facts

Interesting Facts about (1R,5S,8S,13R,14R)-1-hydroxy-14-isopropenyl-13-methyl-4,7,10-trioxapentacyclo[6.4.1.19,12.03,5.05,13]tetradecane-6,11-dione

This fascinating compound, often abbreviated in various forms, belongs to a unique class of organic molecules known for their complex multi-cyclic structures. Here are some intriguing aspects of this compound:

  • Stereochemistry: The precise arrangement of atoms in this compound is critical. Its chiral centers (1R, 5S, 8S, 13R, 14R) contribute to its optical activity, making it a subject of interest in chirality studies.
  • Variety in Natural Sources: This compound, like many intricate organic structures, can often be derived from a myriad of natural products, making it significant in the field of natural product chemistry.
  • Potential Applications: Given its complex structure, compounds like this may possess unique biological activities, leading researchers to explore them for use in pharmaceuticals, particularly in drug design and development.
  • Tricyclic Systems: The presence of a pentacyclic framework highlights potential stability and reactivity, making it an intriguing target for synthetic organic chemists looking to develop new reactions or methodologies.
  • Environmental Relevance: Compounds with similar structures are often studied for their ecological roles, such as their contribution to insect pheromones or as defensive compounds in plants.

As chemistry students and professionals delve deeper into the study of this compound, they uncover not only its chemical properties but also its potential implications in various fields ranging from environmental science to medicinal chemistry.

In the words of a renowned chemist, "The beauty of organic chemistry lies in the complexity and the intricacies of structures like these, where every atom has a role to play."

Synonyms
(1R,5S,8S,13R,14R)-1-Hydroxy-13-methyl-14-prop-1-en-2-yl-4,7,10-trioxapentacyclo[6.4.1.19,12.03,5.05,13]tetradecane-6,11-dione
SCHEMBL14279902